Reaction #48609

Reaction equation

3,3-dimethylbutan-1-ol

vinyl acetate

sodium carbonate

→

title compound

3,3-Dimethyl-1-vinyloxybutane

Solvents

benzene

Conditions

Workup

1. 1
   Other12 hours
2. 2
   Filtrationfilter
3. 3
   workup.DISTILLATIONDistill the filtrate
4. 4
   Othercollect fraction
5. 5
   Otherboiling ˜125° C.-130° C
6. 6
   OtherFlush through a silica gel pad with hexanes
7. 7
   Concentrationconcentrate

Procedure

Add chloro(1,5-cyclooctadiene)iridium(I) dimer (0.39 g, 0.59 mmol) to 3,3-dimethylbutan-1-ol (3.00 g, 29.35 mmol), vinyl acetate (10.11 g, 117.42 mmol) and sodium carbonate (1.87 g, 17.61 mmol) in benzene (10 mL) at room temperature. Boil under nitrogen 12 hours. Cool to room temperature and filter. Distill the filtrate and collect fraction boiling ˜125° C.-130° C. Flush through a silica gel pad with hexanes and concentrate to provide the title compound.

Source